One pot tandem dehydrogenative cross-coupling of primary and secondary alcohols by ruthenium amido-functionalized 1,2,4-triazole derived N-heterocyclic carbene complexes

Abstract

Three neutral 1,2,4-triazole derived amido-functionalized N-heterocyclic ruthenium carbene complexes efficiently catalyzed one-pot tandem dehydrogenative cross-coupling of primary and secondary alcohols via a metal–ligand non-cooperative pathway.

A highly active and chemoselective homobimetallic ruthenium catalyst for one-pot reductive amination in water

“…92 The methodology that has been used is B3LYP-D3 functional along with the basis set SDD for Ru atoms and 6-31G* 80,81 for other atoms. This is a time-tested methodology for the Ru catalyst and also has reproduced several experimental spectral features, 82 offering confidence in the methodology. The single point energies were computed on the optimized geometries with the def2-TZVP basis set for all atoms.…”

Recent advances in cross-coupling of alcohols via borrowing hydrogen catalysis

“…34 As observed, the Ru-6 complex having a pendant thiazolyl group, Scheme 6 Ruthenium-catalysed cross b-alkylation of secondary and primary alcohols (ref. [30][31][32][33][34][35][36][37][38][39][40].…”

“…In 2022, Ghosh and co-workers proposed cross-coupling of secondary and primary alcohols catalyzed by ruthenium complexes of amido-functionalized 1,2,4-triazole-derived NHC ligands, Ru-10 ( A , B , C ). 39 DFT calculations using the Ru-10B system revealed that the reaction proceeded via three steps, namely, nucleophilic substitution of chloride ions by alcohols, followed by dehydrogenation of both the alcohols to form carbonyls, and finally, hydrogenation via 1,4-addition of the α,β-unsaturated carbonyl compound, which led to the desired product.…”